Aminodeoxy sugars structure

In this Section, deoxy sugars, aminodeoxy sugars, and glycuronic acids are treated as modification products of simple aldoses that are classified here according to the structure of their formal, carbohydrate precursors. 

Anthracyclines isolated from stieptomyces show a 2,3,6-trideoxy-3-amino-L-/yxo-configurated sugar oc-attached to the aglycon. Therefore, the first interest centered on the synthesis of aminodeoxy sugars in the l-lyxo series, e.g., daunosamine [46-50]. Several new glycosides were prepared [51] in order to evaluate structure-activity relationships. 

Suresh CG, Ravindran B, Pathak T, Narasimha RK, Sasidhar JS, Lokanath NK (2000) Structural studies on C-2 substitution in a new set of synthetic aminodeoxy sugars the steric bulk at C-2 influences the puckering of the pyranose ring. Carbohydr Res 337 1507-1512... 

The action of ammonia or amines on the epoxy sugars results in ring opening with the formation of aminodeoxy sugars or their derivatives. An interesting example is found in the conversion of D-xylose to 3-amino-3-deoxy-D-ribose, a structural component of the antibiotic puromycin (80). The transformation (see formulas on p. 392) is remarkable in that derivatives of all four D-aldopentoses are involved. 

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